MX2007005694A - Novel betulin derivatives, preparation thereof and use thereof. - Google Patents
Novel betulin derivatives, preparation thereof and use thereof.Info
- Publication number
- MX2007005694A MX2007005694A MX2007005694A MX2007005694A MX2007005694A MX 2007005694 A MX2007005694 A MX 2007005694A MX 2007005694 A MX2007005694 A MX 2007005694A MX 2007005694 A MX2007005694 A MX 2007005694A MX 2007005694 A MX2007005694 A MX 2007005694A
- Authority
- MX
- Mexico
- Prior art keywords
- preparation
- betulin derivatives
- novel
- derivatives
- novel betulin
- Prior art date
Links
- FVWJYYTZTCVBKE-ROUWMTJPSA-N betulin Chemical class C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(CO)CC[C@@H](C(=C)C)[C@@H]5[C@H]4CC[C@@H]3[C@]21C FVWJYYTZTCVBKE-ROUWMTJPSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Virology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Molecular Biology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
The present invention relates to novel synthetic derivatives of betulin and the use of such derivatives as pharmaceuticals. The present invention is directed to novel compounds of Formula (I) or a pharmaceutically acceptable salt or prodrug thereof.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US62688604P | 2004-11-12 | 2004-11-12 | |
| US65308005P | 2005-02-16 | 2005-02-16 | |
| PCT/US2005/041043 WO2006053255A2 (en) | 2004-11-12 | 2005-11-14 | Novel betulin derivatives, preparation thereof and use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2007005694A true MX2007005694A (en) | 2007-07-09 |
Family
ID=36337281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2007005694A MX2007005694A (en) | 2004-11-12 | 2005-11-14 | Novel betulin derivatives, preparation thereof and use thereof. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20060205697A1 (en) |
| EP (1) | EP1828223A4 (en) |
| JP (1) | JP2008519857A (en) |
| KR (1) | KR20070101851A (en) |
| AR (1) | AR051768A1 (en) |
| AU (1) | AU2005304323A1 (en) |
| BR (1) | BRPI0517343A (en) |
| CA (1) | CA2587498A1 (en) |
| IL (1) | IL183102A0 (en) |
| MX (1) | MX2007005694A (en) |
| NO (1) | NO20072978L (en) |
| RU (1) | RU2007121729A (en) |
| TW (1) | TW200628161A (en) |
| WO (1) | WO2006053255A2 (en) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006105356A2 (en) * | 2005-03-29 | 2006-10-05 | Regents Of The University Of Minnesota | Methods of manufacturing bioactive 3-esters of betulinic aldehyde and betulinic acid |
| JP2008535923A (en) * | 2005-04-12 | 2008-09-04 | パナコス ファーマシューティカルズ インコーポレーティッド | Polymorph of 3-O- (3 ', 3'-dimethylsuccinyl) betulinate di-N-methyl-D-glucamine |
| US20090149429A1 (en) * | 2005-06-22 | 2009-06-11 | Myriad Genetics, Incorporated | Antiviral compounds |
| FI121468B (en) * | 2006-06-07 | 2010-11-30 | Valtion Teknillinen | Compounds derived from betulin as antimicrobial agents |
| US20080039428A1 (en) * | 2006-06-29 | 2008-02-14 | Panacos Pharmaceuticals, Inc. | Antiretroviral combination therapy |
| WO2008097341A2 (en) * | 2006-07-26 | 2008-08-14 | Myriad Genetics, Inc. | Antiviral compounds and use thereof |
| CZ300722B6 (en) * | 2006-09-27 | 2009-07-22 | Univerzita Karlova v Praze, Prírodovedecká fakulta | Process for preparing inclusion complex of pentacyclic and tetracyclic terpenoids, process for preparing pharmaceutical composition containing this inclusion complex, inclusion complex of pentacyclic or tetracyclic terpenoid and pharmaceutical compos |
| WO2008127364A2 (en) * | 2006-10-13 | 2008-10-23 | Myriad Genetics, Inc. | Antiviral compounds and use thereof |
| US20110144069A1 (en) * | 2006-10-16 | 2011-06-16 | Myriad Genetics, Incorporated | Compounds for treating viral infections |
| AR063546A1 (en) | 2006-11-03 | 2009-01-28 | Panacos Pharmaceuticals Inc | TRITERPEN DERIVATIVES, METHODS FOR THEIR PREPARATION, PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM AND THEIR USE IN THE MANUFACTURE OF MEDICINES FOR THE TREATMENT OF INFECTION WITH HIV VIRUS. |
| US20110152229A1 (en) * | 2006-11-22 | 2011-06-23 | Duke University | Betulinic acid derivatives as anti-hiv agents |
| EP2231163A4 (en) * | 2007-12-04 | 2012-10-31 | Myriad Pharmaceuticals Inc | Compounds and therapeutic use thereof |
| WO2009082819A1 (en) * | 2008-01-03 | 2009-07-09 | Virochem Pharma Inc. | Novel lupane derivatives |
| US8269026B2 (en) * | 2008-01-03 | 2012-09-18 | Vertex Pharmaceuticals Incorporated | Lupane derivatives useful for treating HIV |
| EP2257567A1 (en) * | 2008-02-14 | 2010-12-08 | Virochem Pharma Inc. | Novel 17 beta lupane derivatives |
| MD4009C2 (en) * | 2008-07-15 | 2010-08-31 | Институт Химии Академии Наук Молдовы | Use of 1-methyl-4-(N-methylaminobutyl-4)-b-carboline as antituberculous remedy |
| KR101027217B1 (en) * | 2009-03-11 | 2011-04-06 | 주식회사 바이오폴리메드 | Novel water-soluble betulin derivatives, preparation method thereof and cosmetic composition for improving wrinkles |
| KR101061911B1 (en) * | 2009-04-01 | 2011-09-02 | 주식회사 페라온 | PEGylated betulin derivatives and cosmetic compositions comprising the same |
| US20120101098A1 (en) * | 2009-05-15 | 2012-04-26 | Kuo-Hsiung Lee | 3,28-disubstituted betulinic acid derivatives as anti-hiv agents |
| US8802727B2 (en) * | 2009-07-14 | 2014-08-12 | Hetero Research Foundation, Hetero Drugs Limited | Pharmaceutically acceptable salts of betulinic acid derivatives |
| US9067966B2 (en) | 2009-07-14 | 2015-06-30 | Hetero Research Foundation, Hetero Drugs Ltd. | Lupeol-type triterpene derivatives as antivirals |
| EA201290632A1 (en) * | 2010-02-11 | 2013-03-29 | ГЛАКСОСМИТКЛАЙН ЭлЭлСи | DERIVATIVES OF BETULINA |
| MX2012013628A (en) * | 2010-06-04 | 2012-12-17 | Bristol Myers Squibb Co | C-28 amides of modified c-3 betulinic acid derivatives as hiv maturation inhibitors. |
| CN103038245B (en) * | 2010-06-04 | 2015-03-25 | 百时美施贵宝公司 | Modified c-3 betulinic acid derivatives as HIV maturation inhibitors |
| RU2448115C1 (en) * | 2010-12-20 | 2012-04-20 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Новосибирский национальный исследовательский государственный университет" (Новосибирский государственный университет (НГУ) | Hydrogenated betulonic acid and amides thereof as triterpene anti-tumour agents |
| US8846647B2 (en) | 2011-01-31 | 2014-09-30 | Bristol-Myers Squibb Company | C-17 and C-3 modified triterpenoids with HIV maturation inhibitory activity |
| RS54352B1 (en) | 2011-01-31 | 2016-02-29 | Bristol-Myers Squibb Company | C-28 AMINES OF C-3 MODIFIED BETULINIC ACID DERIVATIVES AS HIV INVESTIGATION INHIBITORS |
| EP2567965B1 (en) * | 2011-09-12 | 2015-09-02 | Centre National de la Recherche Scientifique (CNRS) | Derivatives of 3-O-(3',3'-dimethylsuccinyl)-betulinic acid |
| BR112014006559A2 (en) | 2011-09-21 | 2017-03-28 | Bristol Myers Squibb Co | betulinic acid derivatives with antiviral activity |
| ES2584684T3 (en) | 2011-12-14 | 2016-09-28 | Glaxosmithkline Llc | Betulin propenoate derivatives |
| JO3387B1 (en) | 2011-12-16 | 2019-03-13 | Glaxosmithkline Llc | Derivatives of betulin |
| US8906889B2 (en) | 2012-02-15 | 2014-12-09 | Bristol-Myers Squibb Company | C-3 cycloalkenyl triterpenoids with HIV maturation inhibitory activity |
| US8889854B2 (en) | 2012-05-07 | 2014-11-18 | Bristol-Myers Squibb Company | C-17 bicyclic amines of triterpenoids with HIV maturation inhibitory activity |
| MA38182A1 (en) | 2012-12-14 | 2018-04-30 | Glaxosmithkline Llc | Long-acting pharmaceutical compositions for use in the treatment or prevention of human immunodeficiency virus (hiv) infections |
| US9637516B2 (en) | 2012-12-31 | 2017-05-02 | Hetero Research Foundation | Betulinic acid proline derivatives as HIV inhibitors |
| SG11201505639SA (en) | 2013-02-06 | 2015-08-28 | Bristol Myers Squibb Co | C-19 modified triterpenoids with hiv maturation inhibitory activity |
| MX2015010354A (en) | 2013-02-25 | 2015-10-09 | Squibb Bristol Myers Co | C-3 alkyl and alkenyl modified betulinic acid derivatives useful in the treatment of hiv. |
| PL3129392T3 (en) | 2014-04-11 | 2021-04-06 | VIIV Healthcare UK(No.4) Limited | Triterpenoids with hiv maturation inhibitory activity, substituted in position 3 by a non-aromatic ring carrying a haloalkyl substituent |
| WO2015195776A1 (en) | 2014-06-19 | 2015-12-23 | Bristol-Myers Squibb Company | Betulinic acid derivatives with hiv maturation inhibitory activity |
| US20170129916A1 (en) | 2014-06-26 | 2017-05-11 | Hetero Research Foundation | Novel betulinic proline imidazole derivatives as hiv inhibitors |
| WO2015198263A2 (en) * | 2014-06-26 | 2015-12-30 | Hetero Research Foundation | Novel betulinic proline substituted derivatives as hiv inhibitors |
| SG11201702379TA (en) | 2014-09-26 | 2017-04-27 | Glaxosmithkline Ip No 2 Ltd | Long acting pharmaceutical compositions |
| US10047118B2 (en) | 2014-11-14 | 2018-08-14 | VIIV Healthcare UK (No.5) Limited | C17-aryl substituted betulinic acid analogs |
| US9969767B2 (en) | 2014-11-14 | 2018-05-15 | VIIV Healthcare UK (No.5) Limited | Oxolupene derivatives |
| KR102467681B1 (en) * | 2014-11-24 | 2022-11-16 | 주식회사 클랩 | Mono-azide compound for photo-induced cross-linking polymer strands |
| MA40886B1 (en) | 2015-02-09 | 2020-03-31 | Hetero Research Foundation | Novel c-3 triterpenone with c-28 reverse amide derivatives as hiv inhibitors |
| US10370405B2 (en) | 2015-03-16 | 2019-08-06 | Hetero Labs Limited | C-3 novel triterpenone with C-28 amide derivatives as HIV inhibitors |
| WO2017017630A1 (en) * | 2015-07-28 | 2017-02-02 | Hetero Research Foundation | Novel betulinic substituted amide derivatives as hiv inhibitors |
| US10669305B2 (en) | 2015-10-13 | 2020-06-02 | Hetero Labs Limited | C-3 novel triterpenone with C-28 urea derivatives as HIV inhibitors |
| AR107512A1 (en) | 2016-02-04 | 2018-05-09 | VIIV HEALTHCARE UK Nº 5 LTD | TRITERPENOIDS MODIFIED IN C-3 AND C-17 AS HIV-1 INHIBITORS |
| HRP20231582T1 (en) | 2019-02-11 | 2024-03-15 | Hetero Labs Limited | NEW TRITERPENE DERIVATIVES AS HIV INHIBITORS |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6448392B1 (en) * | 1985-03-06 | 2002-09-10 | Chimerix, Inc. | Lipid derivatives of antiviral nucleosides: liposomal incorporation and method of use |
| US6599887B2 (en) * | 1988-07-07 | 2003-07-29 | Chimerix, Inc. | Methods of treating viral infections using antiviral liponucleotides |
| FR2683531B1 (en) * | 1991-11-13 | 1993-12-31 | Rhone Poulenc Rorer Sa | NEW LUPANE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
| US5643884A (en) * | 1993-08-09 | 1997-07-01 | Glycomed Incorporated | Lupane triterpenoid derivatives |
| US6787527B1 (en) * | 1994-11-10 | 2004-09-07 | Duke University | Methods of preventing and treating HIV infection |
| US5696277A (en) * | 1994-11-15 | 1997-12-09 | Karl Y. Hostetler | Antiviral prodrugs |
| US5679828A (en) * | 1995-06-05 | 1997-10-21 | Biotech Research Labs, Inc. | Betulinic acid and dihydrobetulinic acid derivatives and uses therefor |
| US6730679B1 (en) * | 1996-03-22 | 2004-05-04 | Smithkline Beecham Corporation | Pharmaceutical formulations |
| WO1998055497A1 (en) * | 1997-06-04 | 1998-12-10 | Cornell Research Foundation, Inc. | Betulinol derivatives |
| PT1068219E (en) * | 1998-03-02 | 2007-03-30 | Univ North Carolina | Acylated betulin and dihydrobetulin derivatives, preparation thereof and use thereof |
| WO2002026762A1 (en) * | 2000-09-29 | 2002-04-04 | Regents Of The University Of Minnesota | Triterpenes having antibacterial activity |
| WO2004072092A1 (en) * | 2003-02-11 | 2004-08-26 | Novelix Pharmaceuticals, Inc. | Medicament for inhibiting tumour growth |
| US7026305B2 (en) * | 2003-04-14 | 2006-04-11 | Meharry Medical College | Anti-HIV agents with dual sites of action |
| WO2006105356A2 (en) * | 2005-03-29 | 2006-10-05 | Regents Of The University Of Minnesota | Methods of manufacturing bioactive 3-esters of betulinic aldehyde and betulinic acid |
-
2005
- 2005-11-11 TW TW094139647A patent/TW200628161A/en unknown
- 2005-11-14 US US11/272,019 patent/US20060205697A1/en not_active Abandoned
- 2005-11-14 MX MX2007005694A patent/MX2007005694A/en not_active Application Discontinuation
- 2005-11-14 AU AU2005304323A patent/AU2005304323A1/en not_active Abandoned
- 2005-11-14 RU RU2007121729/04A patent/RU2007121729A/en not_active Application Discontinuation
- 2005-11-14 EP EP05820967A patent/EP1828223A4/en not_active Withdrawn
- 2005-11-14 CA CA002587498A patent/CA2587498A1/en not_active Abandoned
- 2005-11-14 WO PCT/US2005/041043 patent/WO2006053255A2/en not_active Ceased
- 2005-11-14 BR BRPI0517343-4A patent/BRPI0517343A/en not_active IP Right Cessation
- 2005-11-14 JP JP2007541379A patent/JP2008519857A/en not_active Withdrawn
- 2005-11-14 AR ARP050104773A patent/AR051768A1/en unknown
- 2005-11-14 KR KR1020077013243A patent/KR20070101851A/en not_active Withdrawn
-
2007
- 2007-05-10 IL IL183102A patent/IL183102A0/en unknown
- 2007-06-11 NO NO20072978A patent/NO20072978L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AU2005304323A1 (en) | 2006-05-18 |
| BRPI0517343A (en) | 2008-10-07 |
| JP2008519857A (en) | 2008-06-12 |
| WO2006053255A2 (en) | 2006-05-18 |
| RU2007121729A (en) | 2008-12-20 |
| EP1828223A2 (en) | 2007-09-05 |
| US20060205697A1 (en) | 2006-09-14 |
| NO20072978L (en) | 2007-06-27 |
| CA2587498A1 (en) | 2006-05-18 |
| TW200628161A (en) | 2006-08-16 |
| KR20070101851A (en) | 2007-10-17 |
| IL183102A0 (en) | 2007-09-20 |
| AR051768A1 (en) | 2007-02-07 |
| EP1828223A4 (en) | 2009-03-11 |
| WO2006053255A3 (en) | 2007-01-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |